Dye composition comprising a para-phenylenediamine oxidation base and a particular coupler

ABSTRACT

The present invention relates to a composition for dyeing keratin fibres, in particular keratin fibres such as the hair, comprising: at least one oxidation base 3-(2,5-diaminophenyl)-1-propanol and/or acid salts thereof and/or solvates thereof such as hydrates; at least one particular coupler; optionally at least one fatty substance; optionally at least one basifying agent; and optionally at least one chemical oxidizing agent. The invention also relates to a process for dyeing keratin fibres such as the hair using the composition of the invention, and to a multi-compartment device for using the composition of the invention.

The present invention relates to a composition for dyeing keratin fibresusing a specific para-phenylenediamine oxidation base and a particularcoupler.

Many people have sought for a long time to modify the colour of theirhair and in particular to mask their grey hair.

One of the dyeing methods is “permanent” or oxidation dyeing, which usesdye compositions containing oxidation dye precursors, generally known asoxidation bases. These oxidation bases are colourless or weakly colouredcompounds, which, when combined with oxidizing products, may give riseto coloured compounds via a process of oxidative condensation.

It is also known that the shades obtained with these oxidation bases maybe varied by combining them with couplers or colouring modifiers, thelatter being chosen in particular from aromatic meta-diamines,meta-aminophenols, meta-diphenols and certain heterocyclic compoundssuch as indole compounds. The variety of the molecules used as oxidationbases and couplers allows a wide range of colours to be obtained.

Permanent dyeing processes thus consist in using, with the compositioncontaining the dye precursors, an aqueous composition comprising atleast one oxidizing agent, under alkaline pH conditions in the vastmajority of cases. The role of this oxidizing agent is to at leastpartly degrade the melanin of the hair, which, depending on the natureof the oxidizing agent present, leads to more or less pronouncedlightening of the fibres. The oxidizing agent used is generally hydrogenperoxide.

The basifying agent makes it possible to adjust the pH of thecomposition to an alkaline pH to enable activation of the oxidizingagent. In addition, this basifying agent causes swelling of the keratinfibre, with raising of the scales, which promotes the penetration of theoxidizing agent, and also of the dyes, if they are present, essentiallyoxidation dyes, into the fibre, and thus increases the efficacy of thedyeing or lightening reaction.

In the long term, the use of an oxidizing agent and an alkaline agentmay lead to degradation of the keratin fibres and also to inconvenienceat the time of use; in particular, ammonia may give rise toinconvenience to the user due to its strong characteristic odour.

Moreover, not only may the user be inconvenienced by the odour, but hemay also be confronted with greater risks of intolerance, for instanceirritation of the scalp, which is in particular reflected by stinging.

It is also important to obtain intense colouring, which is resistant toexternal factors such as light, shampoos and sweat, and which is asuniform as possible along the entire fibre, irrespective of the level ofdamage of the keratin fibre.

Oxidation bases of the para-phenylenediamine type are commonly used inthe field of hair dyeing. It is known practice, for example, to use3-(2,5-diaminophenyl)-1-propanol (or2-γ-hydroxypropyl-para-phenylenediamine) in oxidation dyeing, inparticular in document WO 80/00214. However, the dye compositionsobtained using this oxidation base are not always satisfactory inparticular for ensuring suitable coverage of grey hair with anacceptable colouring selectivity between the root and the end and/orsufficient fastness with respect to external attacking factors such aslight, shampoos, bad weather, etc.

One of the objects of the present invention is to propose compositionsfor dyeing human keratin fibres such as the hair, which have superiordyeing properties relative to the existing compositions.

In particular, the composition according to the invention in thepresence of a chemical oxidizing agent must make it possible to obtaincolours that are satisfactory, in particular in terms of power, but alsowith sufficient uniformity of the colour from the end to the root of thehair, which makes it possible to avoid a “root” effect of the colouring.Finally, it is also possible to obtain colourings that are very stabletowards external agents.

Furthermore, the invention makes it possible to achieve substantialdegrees of lightening while at the same time colouring, and does sowithout using oxidizing agents such as persalts or forcing the amount ofchemical oxidizing agent or of basifying agent.

Moreover, the composition of the invention makes it possible to obtainformulations that are less malodorous during their application to thehair or during their preparation.

These aims and others are achieved by the present invention, one subjectof which is thus a composition for dyeing keratin fibres, in particularhuman keratin fibres such as the hair, comprising:

-   -   a) at least one oxidation base 3-(2,5-diaminophenyl)-1-propanol        and/or acid salts thereof or solvates thereof such as hydrates;    -   b) at least one coupler chosen from    -   I) resorcinol (1,3-hydroxybenzene) and derivatives thereof, such        as in particular 2-methylresorcinol, 4-chlororesorcinol,        addition salts thereof, solvates thereof or solvates of salts        thereof,    -   II) meta-aminophenol (1-hydroxy-3-aminobenzene) and derivatives        thereof, such as 2-methyl-5-aminophenol,        2-methyl-5-hydroxyethylaminophenol,        5-amino-6-chloro-2-methylphenol, addition salts thereof,        solvates thereof or solvates of salts thereof,    -   III) meta-phenylenediamine and 2,4-diaminophenoxyethanol,        addition salts thereof, solvates thereof or solvates of salts        thereof,    -   IV) heterocyclic couplers, in particular chosen from:        -   6-hydroxybenzomorpholine,        -   hydroxyindoles such as 6-hydroxyindole, 4-hydroxyindole or            4-hydroxy-N-methylindole,        -   the 4-aminoindole derivatives of formula (I), addition salts            thereof, solvates thereof or solvates of salts thereof:

-   -   -   in which,            -   R″″₁ represents a hydrogen atom; a linear or branched,                saturated C₁-C₆ alkyl radical, optionally interrupted                with an oxygen atom or a radical NR″″₇, optionally                substituted with a radical chosen from OH and NR″″₇R″″₈;            -   R″″₂ and R″″₃, which may be identical or different,                represent a hydrogen atom; a C₁ to C₆, preferably C₁ to                C₄, alkyl radical, optionally substituted with one or                more hydroxyl radicals; a C₁ to C₆ alkyl carboxylate                radical; a carboxyl radical; or a CONR″″₇R″″₈ radical;            -   R″″₄ and R″″₅, which may be identical or different,                represent a hydrogen atom or a C₁ to C₆ alkyl radical;            -   R″″₆ represents a halogen, a linear or branched C₁ to                C₁₀ alkyl radical, optionally interrupted with a                heteroatom chosen from O or NR″″₉ and/or optionally                substituted with one or more radicals, which may be                identical or different, chosen from OH and NR″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₆ represents a halogen, a linear or branched                C₁ to C₁₀ alkyl radical, optionally interrupted with a                heteroatom chosen from O or NR″″₉ and/or optionally                substituted with one or more radicals, which may be                identical or different, chosen from OH and NR″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₉ and/or optionally substituted with one or                more radicals, which may be identical or different,                chosen from OH and NR″″₇R″″₈; a carboxyl radical; a C₁                to C₁₀ alkyl carboxylate radical; a CONR″″₇R″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₈ radical; a C₁ to C₁₀ alkoxy or C₁ to C₁₀                (poly)hydroxyalkyloxy radical; a (poly)(C₁-C₁₀)alkoxy                (C₁-C₁₀)alkyloxy radical; or an O-Ak-NR″″₉R″″₁₀ radical                with Ak representing a linear C₁ to C₈ or branched C₃ to                C₈ alkylene divalent radical, optionally interrupted                with one or more oxygen atoms and/or NR″″, groups;            -   R″″₇ and R″″₈, which may be identical or different,                represent a hydrogen atom; or a C₁ to C₈ alkyl radical                optionally substituted with one or more hydroxyl                radicals;            -   R″″₉ and R″″₁₀, which may be identical or different,                represent a linear or branched, saturated or unsaturated                C₁ to C₄ alkyl; R″″₉ and R″″₁₀ may form, with the                nitrogen that bears them, a saturated or unsaturated 5-                to 8-membered heterocycle, one of the ring members                possibly being an oxygen atom or an NR″″₁₁ radical with                R″″₁₁ representing a hydrogen atom or a C₁ to C₄ alkyl,                optionally substituted with one or more radicals chosen                from OH and NR″″₇R″″₈;            -   2-amino-3-hydroxypyridine,            -   derivatives of the cationic aminopyridine type of                formula (II), addition salts thereof, solvates thereof                or solvates of salts thereof:

-   -   -   -   in which,            -   the group Z′″₁R′″₁ bears the cationic charge;            -   Z′″₁ is an oxygen atom or a group NR′″₂;            -   R′″₂ is a hydrogen atom or a linear or branched C₁ to C₄                alkyl radical, a benzyl radical or an acetyl radical;            -   R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl                radical, substituted or interrupted with a cationic                radical, optionally interrupted with one or more oxygen                atoms and/or with one or more groups NR′″₂, optionally                substituted with one or more radicals chosen from                hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or                R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl                radical, substituted or interrupted with a cationic                radical, optionally interrupted with one or more oxygen                atoms and/or with one or more groups NR′″₂, optionally                substituted with one or more radicals chosen from                hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or                R′″₂, optionally substituted with one or more radicals                chosen from hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl                radicals or R′″₁ is a saturated, unsaturated or aromatic                5- to 8-membered heterocycle optionally substituted with                one or more radicals chosen from C₁ to C₄ alkyl,                hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio, carboxyl,                (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄                hydroxyalkyl radicals;            -   when Z′″₁ represents NR′″₂, then                -   R′″₁ and R′″₂ may form, together with the nitrogen                    atom to which they are attached, a cationic,                    saturated or unsaturated 5- to 8-membered                    heterocycle, optionally substituted with one or more                    radicals chosen from C₁ to C₁₀ alkyl radicals,                    hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                    di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,                    carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and                    C₁ to C₄ hydroxyalkyl radicals, this heterocycle                    possibly containing one or more heteroatoms chosen                    from N and O, preferably N, or                -   R′″₁ and R′″₂ may form, together with the nitrogen                    atom to which they are attached, a non-cationic,                    saturated or unsaturated 5- to 8-membered                    heterocycle, substituted with a cationic radical and                    optionally substituted with one or more radicals                    chosen from C₁ to C₁₀ alkyl radicals, hydroxyl, C₁                    to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                    di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,                    carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and                    C₁ to C₄ hydroxyalkyl radicals;            -   R′″₃ is chosen from a hydrogen atom, halogens chosen                from fluorine, chlorine and bromine, linear or branched                C₁ to C₄ alkyl radicals, carboxyl (—COOH) and                (C₁-C₄)alkoxycarbonyl radicals;            -   An⁻ represents an anion or a mixture of anions;

        -   addition salts thereof, solvates thereof, solvates of salts            thereof, and mixtures thereof,

    -   c) optionally at least one fatty substance, which is preferably        liquid and non-silicone, preferably in an amount of at least 10%        by weight relative to the total weight of the composition,

    -   d) optionally at least one basifying agent; and

    -   e) optionally at least one chemical oxidizing agent.

A subject of the invention is also a process for dyeing keratin fibressuch as the hair using the composition of the invention, and amulti-compartment device for using the composition of the invention.

Furthermore, the processes according to the invention use formulationsthat are less malodorous during their application to the hair or duringtheir preparation.

Other characteristics and advantages of the invention will emerge moreclearly on reading the description and the examples that follow.

In the text hereinbelow, and unless otherwise indicated, the limits of arange of values are included within that range. The expression “at leastone” is equivalent to the expression “one or more”.

a) 3-(2,5-Diaminophenyl)-1-propanol Oxidation Bases

The composition of the invention comprises a) one or more oxidationbases chosen from 3-(2,5-diaminophenyl)-1-propanol (or2-γ-hydroxypropyl-para-phenylenediamine) having the following formula,the acid salts thereof or the solvates thereof such as hydrates:

The oxidation base(s) chosen from (2,5-diaminophenyl)propanol, the acidsalts thereof or the solvates thereof such as hydrates, according to theinvention, may be present in the composition of the invention in anamount ranging from 0.0001% to 20% by weight relative to the totalweight of the composition, preferably from 0.005% to 10% by weight andmore particularly from 0.01% to 10% by weight relative to the totalweight of the composition.

The acid salts that may be used according to the invention may be chosenfrom hydrochlorides, hydrobromides, sulfates, citrates, succinates,tartrates, lactates, tosylates, benzenesulfonates, phosphates andacetates.

The composition according to the invention may comprise one or moreadditional oxidation bases other than 3-(2,5-diaminophenyl)-1-propanol,acid salts thereof or solvates thereof such as hydrates. According to aparticular embodiment of the invention, the additional base(s) arechosen from heterocyclic bases and benzene-based bases, and additionsalts thereof or solvates thereof.

As examples of additional benzene-based oxidation bases, mention may bemade of para-phenylenediamines other than3-(2,5-diaminophenyl)-1-propanol, bis(phenyl)alkylenediamines,para-aminophenols and ortho-aminophenols, and the addition salts orsolvates thereof.

Among the para-phenylenediamines, examples that may be mentioned includepara-phenylenediamine, para-tolylenediamine,2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine,2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine,N,N-diethyl-para-phenylenediamine, N, N-dipropyl-para-phenylenediamine,4-amino-N,N-diethyl-3-methylaniline,N,N-bis-(R-hydroxyethyl)-para-phenylinediamine,4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline,4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline,2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine,N-(β-hydroxypropyl)-para-phenylenediamine,2-hydroxymethyl-para-phenylenediamine,N,N-dimethyl-3-methyl-para-phenylenediamine,N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine,N-(β,γ-dihydroxypropyl)-para-phenylenediamine,N-(4′-aminophenyl)-para-phenylenediamine,N-phenyl-para-phenylenediamine,2-β-hydroxyethyloxy-para-phenylenediamine,2-β-acetylaminoethyloxy-para-phenylenediamine,N-(β-methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine,2-thienyl-para-phenylenediamine, 2-β-hydroxyethylamino-5-aminotoluene,3-hydroxy-1-(4′-aminophenyl)pyrrolidine, and the addition salts thereofwith an acid, or the solvates thereof.

Among the para-phenylenediamines mentioned above, para-phenylenediamineor PPD, para-tolylenediamine or PTD, 2-isopropyl-para-phenylenediamine,2-8-hydroxyethyloxy-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine,2,3-dimethyl-para-phenylenediamine,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,2-chloro-para-phenylenediamine and2-β-acetylaminoethyloxy-para-phenylenediamine, and the addition saltsthereof with an acid, or the solvates thereof, are particularlypreferred.

Among the bis(phenyl)alkylenediamines, examples that may be mentionedincludeN,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)-1,3-diaminopropanol,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)ethylenediamine,N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(4-methylaminophenyl)tetramethylenediamine,N,N′-bis(ethyl)-N,N′-bis(4′-amino-3′-methylphenyl)ethylenediamine and1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, and the addition saltsthereof, or the solvates thereof.

Among the para-aminophenols, examples that may be mentioned includepara-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol,4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol,4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol,4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol,4-amino-2-(β-hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol,and the addition salts thereof with an acid, or the solvates thereof.

Among the ortho-aminophenols, examples that may be mentioned include2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol,5-acetamido-2-aminophenol and the addition salts thereof, or thesolvates thereof.

The heterocyclic bases are more particularly chosen from pyridinederivatives, pyrimidine derivatives and pyrazole derivatives, and theaddition salts thereof, or the solvates thereof.

Among the pyridine derivatives that may be mentioned are the compoundsdescribed, for example, in patents GB 1 026 978 and GB 1 153 196, forinstance 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridineand 3,4-diaminopyridine, and the addition salts thereof, or the solvatesthereof.

Other pyridine oxidation bases that are useful in the dyeing processaccording to the present invention are the3-aminopyrazolo[1,5-a]pyridine oxidation bases or the addition saltsthereof described, for example, in patent application FR 2 801 308.Examples that may be mentioned include pyrazolo[1,5-a]pyrid-3-ylamine,2-acetylaminopyrazolo[1,5-a]pyrid-3-ylamine,2-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine,3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid,2-methoxypyrazolo[1,5-a]pyrid-3-ylamine,(3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol,2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol,2-(3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol,(3-aminopyrazolo[1,5-a]pyrid-2-yl)methanol,3,6-diaminopyrazolo[1,5-a]pyridine, 3,4-diaminopyrazolo[1,5-a]pyridine,pyrazolo[1,5-a]pyridine-3,7-diamine,7-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine,pyrazolo[1,5-a]pyridine-3,5-diamine,5-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine,2-[(3-aminopyrazolo[1,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol,2-[(3-aminopyrazolo[1,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol,3-aminopyrazolo[1,5-a]pyridin-5-ol, 3-aminopyrazolo[1,5-a]pyridin-4-ol,3-aminopyrazolo[1,5-a]pyridin-6-ol and3-aminopyrazolo[1,5-a]pyridin-7-ol,2-[(3-amino-pyrazolo[1,5-a]pyridin-2-yl)oxy]ethanol, and the additionsalts thereof, or the solvates thereof.

Among the pyrimidine derivatives, mention may be made of the compoundsdescribed, for example, in patents DE 2359399, JP 88-169571, JP 05-63124and EP 0770375 or patent application WO 96/15765, such as2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine,2,5,6-triaminopyrimidine and the addition salts thereof, and thetautomeric forms thereof, when a tautomeric equilibrium exists.

Among the pyrazole derivatives, mention may be made of the compoundsdescribed in patents DE 3843892 and DE 4133957 and patent applicationsWO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, for instance4,5-diamino-1-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)pyrazole,3,4-diaminopyrazole, 4,5-diamino-1-(4′-chlorobenzyl)pyrazole,4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole,4,5-diamino-1-methyl-3-phenylpyrazole,4-amino-1,3-dimethyl-5-hydrazinopyrazole,1-benzyl-4,5-diamino-3-methylpyrazole,4,5-diamino-3-tert-butyl-1-methylpyrazole,4,5-diamino-1-tert-butyl-3-methylpyrazole,4,5-diamino-1-(β-hydroxyethyl)3-methylpyrazole,4,5-diamino-1-ethyl-3-methylpyrazole,4,5-diamino-1-ethyl-3-(4′-methoxyphenyl)pyrazole,4,5-diamino-1-ethyl-3-hydroxymethylpyrazole,4,5-diamino-3-hydroxymethyl-1-methylpyrazole,4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole,4,5-diamino-3-methyl-1-isopropylpyrazole,4-amino-5-(2′-aminoethyl)amino-1,3-dimethylpyrazole,3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole,3,5-diamino-1-methyl-4-methylaminopyrazole and3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole, and the additionsalts thereof. Use may also be made of4,5-diamino-1-(β-methoxyethyl)pyrazole.

Use will preferably be made of a 4,5-diaminopyrazole and even morepreferentially of 4,5-diamino-1-(β-hydroxyethyl)pyrazole and/or a saltor solvate thereof.

Pyrazole derivatives that may also be mentioned includediamino-N,N-dihydropyrazolopyrazolones and in particular those describedin patent application FR-A-2 886 136, such as the following compoundsand the addition salts thereof:2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,4,5-diamino-1,2-dimethyl-1,2-dihydropyrazol-3-one,4,5-diamino-1,2-diethyl-1,2-dihydropyrazol-3-one,4,5-diamino-1,2-di(2-hydroxyethyl)-1,2-dihydropyrazol-3-one,2-amino-3-(2-hydroxyethyl)amino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-dimethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2,3-diamino-5,6,7,8-tetrahydro-1H,6H-pyridazino[1,2-a]pyrazol-1-one,4-amino-1,2-diethyl-5-(pyrrolidin-1-yl)-1,2-dihydropyrazol-3-one,4-amino-5-(3-dimethylaminopyrrolidin-1-yl)-1,2-diethyl-1,2-dihydropyrazol-3-oneor 2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one.

Use will preferably be made of2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or a saltor solvate thereof.

Heterocyclic bases that will preferentially be used include4,5-diamino-1-(β-hydroxyethyl)pyrazole and/or2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or2-[(3-aminopyrazolo[1,5-a]pyridin-2-yl)oxy]ethanol and/or a salt orsolvate thereof.

The additional oxidation base(s) according to the invention eachadvantageously represent from 0.0001% to 10% by weight relative to thetotal weight of the composition, and preferably from 0.005% to 5% byweight relative to the total weight of the composition.

b) Coupler

The composition according to the invention comprises one or morecouplers chosen from:

-   -   I) resorcinol (1,3-hydroxybenzene) and derivatives thereof, such        as in particular 2-methylresorcinol, 4-chlororesorcinol,        addition salts thereof, solvates thereof or solvates of salts        thereof,    -   II) meta-aminophenol (1-hydroxy-3-aminobenzene) and derivatives        thereof, such as 2-methyl-5-aminophenol,        2-methyl-5-hydroxyethylaminophenol, 5-amino-6-chloro        2-methylphenol, addition salts thereof, solvates thereof or        solvates of salts thereof,    -   III) meta-phenylenediamine and 2,4-diaminophenoxyethanol,        addition salts thereof, solvates thereof or solvates of salts        thereof,    -   IV) heterocyclic couplers, in particular:        -   6-hydroxybenzomorpholine,    -   hydroxyindoles such as 6-hydroxyindole, 4-hydroxyindole or        4-hydroxy-N-methylindole,        -   the 4-aminoindole derivatives of formula (I), addition salts            thereof, solvates thereof or solvates of salts thereof:

-   -   -   in which,            -   R″″₁ represents a hydrogen atom; a linear or branched,                saturated C₁ to C₆ alkyl radical, optionally interrupted                with an oxygen atom or a radical NR″″₇, optionally                substituted with a radical chosen from OH and NR″″₇R″″₈;            -   R″″₂ and R″″₃, which may be identical or different,                represent a hydrogen atom; a C₁ to C₆, preferably C₁ to                C₄, alkyl radical, optionally substituted with one or                more hydroxyl radicals; a C₁ to C₆ alkyl carboxylate                radical; a carboxyl radical; or a CONR″″₇R″″₈ radical;            -   R″″₄ and R″″₅, which may be identical or different,                represent a hydrogen atom or a C₁ to C₆ alkyl radical;            -   R″″₆ represents a halogen, a linear or branched C₁ to                C₁₀ alkyl radical, optionally interrupted with a                heteroatom chosen from 0 or NR″″₉ and/or optionally                substituted with one or more radicals, which may be                identical or different, chosen from OH and NR″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₆ represents a halogen, a linear or branched                C₁ to C₁₀ alkyl radical, optionally interrupted with a                heteroatom chosen from 0 or NR″″9 and/or optionally                substituted with one or more radicals, which may be                identical or different, chosen from OH and NR″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₉ and/or optionally substituted with one or                more radicals, which may be identical or different,                chosen from OH and NR″″₇R″″₈; a carboxyl radical; a C₁                to C₁₀ alkyl carboxylate radical; a CONR″″₇R″″₇R″″₈; a                carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical;                a CONR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl                carboxylate radical; a CONR″″₇R″″₈ radical; a C₁ to C₁₀                alkoxy or C₁ to C₁₀ (poly)hydroxyalkyloxy radical; a                (poly)(C₁-C₁₀)alkoxy(C₁-C₁₀)alkyloxy radical; or an                O-Ak-NR″″₉R″″₁₀ radical with Ak representing a linear C₁                to C₈ or branched C₃ to C₈ alkylene divalent radical,                optionally interrupted with one or more oxygen atoms                and/or NR″″₇ groups;            -   R″″₇ and R″″₈, which may be identical or different,                represent a hydrogen atom; or a C₁ to C₈ alkyl radical                optionally substituted with one or more hydroxyl                radicals;            -   R″″₉ and R″″₁₀, which may be identical or different,                represent a linear or branched, saturated or unsaturated                C₁ to C₄ alkyl; R″″₉ and R″″₁₀ may form, with the                nitrogen that bears them, a saturated or unsaturated 5-                to 8-membered heterocycle, one of the ring members                possibly being an oxygen atom or an NR″″₁₁ radical with                R″″₁₁ representing a hydrogen atom or a C₁ to C₄ alkyl,                optionally substituted with one or more radicals chosen                from OH and NR″″₇R″″₈;            -   2-amino-3-hydroxypyridine,                -   derivatives of the cationic aminopyridine type of                    formula (II), addition salts thereof, solvates                    thereof or solvates of salts thereof:

-   -   -   -   in which,            -   the group Z″″₁R″″₁ bears the cationic charge;            -   Z′″₁ is an oxygen atom or a group NR′″₂;            -   R′″₂ is a hydrogen atom or a linear or branched C₁ to C₄                alkyl radical, a benzyl radical or an acetyl radical;            -   R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl                radical, substituted or interrupted with a cationic                radical, optionally interrupted with one or more oxygen                atoms and/or with one or more groups NR′″₂, optionally                substituted with one or more radicals chosen from                hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or                R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl                radical, substituted or interrupted with a cationic                radical, optionally interrupted with one or more oxygen                atoms and/or with one or more groups NR′″₂, optionally                substituted with one or more radicals chosen from                hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or                R′″₂, optionally substituted with one or more radicals                chosen from hydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl                radicals or R′″₁ is a saturated, unsaturated or aromatic                5- to 8-membered heterocycle optionally substituted with                one or more radicals chosen from C₁ to C₄ alkyl,                hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio, carboxyl,                (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄                hydroxyalkyl radicals;            -   when Z′″₁ represents NR′″₂, then                -   R′″₁ and R′″₂ may form, together with the nitrogen                    atom to which they are attached, a cationic,                    saturated or unsaturated 5- to 8-membered                    heterocycle, optionally substituted with one or more                    radicals chosen from C₁ to C₁₀ alkyl radicals,                    hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                    di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,                    carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and                    C₁ to C₄ hydroxyalkyl radicals, this heterocycle                    possibly containing one or more heteroatoms chosen                    from N and O, preferably N, or                -   R′″₁ and R′″₂ may form, together with the nitrogen                    atom to which they are attached, a non-cationic,                    saturated or unsaturated 5- to 8-membered                    heterocycle, substituted with a cationic radical and                    optionally substituted with one or more radicals                    chosen from C₁ to C₁₀ alkyl radicals, hydroxyl, C₁                    to C₄ alkoxy, amino, (C₁-C₄)alkylamino,                    di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,                    carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and                    C₁ to C₄ hydroxyalkyl radicals;            -   R′″₃ is chosen from a hydrogen atom, halogens chosen                from fluorine, chlorine and bromine, linear or branched                C₁ to C₄ alkyl radicals, carboxyl (—COOH) and                (C₁-C₄)alkoxycarbonyl radicals;            -   An⁻ represents an anion or a mixture of anions;            -   addition salts thereof, solvates thereof, solvates of                salts thereof, and mixtures thereof.

Compounds of Formula (I):

In the context of the invention, the term “cationic radical present inthe compound of formula (I)” is intended to mean any linear or branchedor cyclic, saturated or unsaturated radical, comprising a quaternaryammonium, this quaternary ammonium being of the type —N⁺R_(a)R_(b)R_(c),R_(a), R_(b) and R_(c), which may be identical or different,representing a C₁ to C₆ alkyl radical which may be substituted with ahydroxyl. R_(a) and R_(b) can together form a 5- to 8-memberedheterocycle, the radical R_(c) then being a C₁ to C₆ alkyl radical whichmay be substituted with a hydroxyl.

As examples of radicals of the type —N⁺R_(a)R_(b)R_(c), mention maypreferentially be made of trimethylammonium, triethylammonium,dimethylethyl ammonium, diethylmethylammonium,diisopropylmethylammonium, diethylpropylammonium,hydroxyethyldiethylammonium, di-β-hydroxyethylmethylammonium,tri-β-hydroxyethylammonium, piperidinium, N-methylpiperidinium,pyrrolidinium, N-methylpyrrolidinium, morpholinium,N-methylmorpholinium, imidazolium, hydroxyethylimidazolium,methylimidazolium, piperazinium and N-methylpiperazinium radicals.

For the purposes of the present patent application, a “cationicheterocycle” is intended to mean a 5- to 8-membered heterocycle in whichat least one of the ring members is a quaternary ammonium.

Examples of cationic heterocyclic radicals that may be mentioned includeimidazolium, pyridinium, piperidinium, piperazinium, pyrrolidinium,morpholinium, pyrimidinium, thiazolium, benzimidazolium,benzothiazolium, oxazolium, benzotriazolium, pyrazolium, triazolium andbenzoxazolium radicals.

Preferably, Z′″₁ represents a group NR′″₂ with R′″₂ chosen from ahydrogen atom and a C₁ to C₂ alkyl radical, and more preferentiallyNR′″₂ is chosen from NH and NMe.

Preferably, R′″₁ is a C₁ to C₈ alkyl radical substituted or interruptedwith a cationic radical, which may or may not be interrupted with one ormore oxygen atoms and/or one or more groups NR′″₂, optionallysubstituted with a hydroxyl radical.

Preferably, the cationic radicals are chosen from trimethylammonium,triethylammonium, dimethylethylammonium, diethylmethylammonium,diisopropylmethylammonium, hydroxyethyldiethylammonium, imidazolium,pyridinium, piperidinium, piperazinium, pyrrolidinium, morpholinium,pyrimidinium, thiazolium and benzimidazolium radicals.

Even more preferably, the cationic radicals are chosen fromtrimethylammonium, imidazolium, piperazinium, piperidinium, morpholiniumand pyrrolidinium radicals.

According to a first particularly preferred variant of the invention,Z′″₁ is an oxygen atom or NR′″₂ with R′″₂ chosen from hydrogen and alinear or branched C₁ to C₄ alkyl radical, preferably R′″₂ represents Hor Me; and R′″₁ represents a saturated, linear C₂ to C₈ alkyl radical,which is not interrupted or interrupted with an oxygen atom or with anNH group, optionally substituted with a hydroxyl radical, andsubstituted or interrupted with a cationic radical chosen fromtrimethylammonium, imidazolium, piperazinium, piperidinium,pyrrolidinium and morpholinium radicals.

According to a second preferred variant of the invention, Z′″₁ is agroup NR′″₂ and R′″₁ and R′″₂ form, together with the nitrogen atom towhich they are attached, a saturated or unsaturated 5- to 8-memberedcationic heterocycle, optionally substituted with one or more radicalschosen from C₁ to C₁₀ alkyl and C₁ to C₁₀ hydroxyalkyl radicals. Thisheterocycle may contain one or more heteroatoms chosen from N and O,preferably N. According to this variant, Z′″₁ is a group NR′″₂ and R′″₁and R′″₂ form, together with the nitrogen atom to which they areattached, a piperidinium, imidazolium, pyrrolidinium, morpholinium orpiperazinium radical substituted with one or more radicals chosen fromC₁ to C₄ hydroxyalkyl and C₁ to C₄ alkyl radicals.

According to a third variant, Z′″₁ is a group NR′″₂ and R′″₁ and R′″₂form, together with the nitrogen atom to which they are attached, asaturated or unsaturated, 5- to 8-membered non-cationic heterocycle,substituted with a cationic radical preferably chosen fromtrimethylammonium, diethylmethylammonium, imidazolium, piperazinium,piperidinium, pyrrolidinium and morpholinium radicals. According to thisvariant, the saturated or unsaturated, 5- to 8-membered non-cationicheterocycle is preferably chosen from pyrrolidinine, piperidine andmorpholine, this ring being substituted with a cationic radical chosenfrom trimethylammonium, diethylmethylammonium, pyrrolidinium,piperidinium and imidazolium radicals.

Preferably, R′″₃ is chosen from a hydrogen atom and C₁ to C₄ alkylradicals. Even more preferably, R′″₃ is a hydrogen atom.

The cationic aminopyridines of formula (I) may be in free form or in theform of salts, such as addition salts with an inorganic acid, preferablychosen from hydrochlorides, hydrobromides, sulfates and phosphates, orwith an organic acid, for instance citrates, succinates, tartrates,lactates, tosylates, benzenesulfonates, acetates,para-toluenesulfonates, formates and methanesulfonates.

The cationic aminopyridines of formula (I) may also be in the form ofsolvates, for example a hydrate or a solvate of a linear or branchedalcohol such as ethanol or isopropanol.

The electroneutrality of the compounds of formula (I) is ensured by ananion or a mixture of anions, labelled An⁻, which are organic orinorganic and are cosmetically acceptable.

An⁻ represents an anion or a mixture of anions selected, for example,from a halide such as chloride, bromide, fluoride or iodide; ahydroxide; a sulfate; a hydrogensulfate; an alkylsulfate in which thelinear or branched alkyl moiety is C₁ to C₆, such as the methylsulfateor ethylsulfate ion; carbonates and hydrogencarbonates; salts ofcarboxylic acids, such as formate, acetate, citrate, tartrate andoxalate; alkylsulfonates for which the linear or branched alkyl moietyis C₁ to C₆, such as the methylsulfonate ion; arylsulfonates for whichthe aryl moiety, preferably phenyl, is optionally substituted by one ormore C₁ to C₄ alkyl radicals, such as, for example, 4-tolylsulfonate;and alkylsulfonates such as mesylate.

Preferably the cationic aminopyridines of formula (I) are chosen fromthe following compounds:

An⁻ having the same meaning as previously.

Compounds of Formula (II):

According to one particular embodiment of the invention, in formula(II), R″″₁ represents a hydrogen atom or a saturated C₁ to C₄ alkylradical optionally substituted with a hydroxyl radical.

According to another particular embodiment, R″″₂ and R″″₃, which may beidentical or different, represent a hydrogen atom; a C₁ to C₄ alkylradical optionally substituted with one or more hydroxyl radicals; acarboxyl radical; a C₁ to O₄ alkyl carboxylate radical; a radicalCONR″″₇R″″₈, preferably CONH₂. Preferably, R″″₂ and R″″₃, which may beidentical or different, represent a hydrogen atom; a C₁ to C₄ alkylradical optionally substituted with one or more hydroxyl radicals.

According to another particular embodiment, R″″₄ and R″″₅ are identicaland represent a hydrogen atom.

According to another particular embodiment, R″″₆ represents a linear orbranched C₁ to C₆ alkyl radical; a carboxyl radical; a C₁ to C₆ alkylcarboxylate; a carboxamide radical; a (C₁-C₆)alkoxy(C₁-C₆)alkyloxyradical; a C₁ to C₆ alkoxy or hydroxy(C₁ to C₆)alkyloxy radical; aradical O-Ak-NR″″₉R″″₁₀ with Ak=linear C₁ to C₆ or branched C₃ to C₆divalent alkylene radical optionally interrupted with a radical NR″″₇.

Preferably, R″″₆ represents a linear or branched C₁ to C₆ alkyl radical;a (C₁-C₆)alkoxy(C₁-C₆)alkyloxy radical; a C₁ to C₆ alkoxy orhydroxy(C₁-C₆)alkyloxy radical; a radical O-Ak-NR″″₆RR″″₁₀ withAk=linear C₁ to C₆ or branched C₃ to C₆ divalent alkylene radicaloptionally interrupted with a radical NR″″₇.

According to one particular embodiment, the compounds in accordance withthe invention are chosen from the 4-aminoindole derivatives of formula(II′), addition salts thereof, solvates thereof and solvates of saltsthereof:

in which:R″″₁ represents:

-   -   a hydrogen atom;    -   a saturated C₁ to C₄ alkyl radical optionally substituted with a        hydroxyl radical;        R″″₂ and R″″₃, which may be identical or different, represent:    -   a hydrogen atom;    -   a C₁ to C₄ alkyl radical optionally substituted with one or more        hydroxyl radicals;    -   a carboxyl radical;    -   a C₁ to C₄ alkyl carboxylate radical;    -   a radical CONR″″₇R″″₈, preferably a carboxamide radical CON H₂;        R″″₄ and R″″₅ represent a hydrogen atom;        R″″₆ represents:    -   a linear or branched C₁ to C₆ alkyl radical;    -   a carboxyl radical;    -   a C₁ to C₆ alkyl carboxylate;    -   a carboxamide radical;    -   a (C₁-C₆)alkoxy(C₁-C₆)alkyloxy radical;    -   a C₁ to C₆ alkoxy radical or a C₁ to C₆ hydroxyalkoxy radical;    -   a radical O-Ak-NR″″₉R″″₁₀ with Ak=linear C₁ to O₆ or branched C₃        to C₆ divalent alkylene radical, optionally interrupted with a        radical NR″″₇;        R″″₇ and R″″₈ represent a hydrogen atom or a C₁ to C₆ alkyl        radical optionally substituted with a hydroxyl radical;        R″″₉ and R″″₁₀, which may be identical or different, represent a        saturated linear C₁ to C₄ alkyl radical or an unsaturated linear        C₂ to C₄ alkyl radical;        R″″₉ and R″″₁₀ may form, with the nitrogen that bears them, a        saturated or unsaturated 5- to 8-membered heterocycle, one of        the ring members possibly being an oxygen atom or a radical        NR″″₁₁ with R″″₁₁=H or C₁ to C₄ alkyl, optionally substituted        with OH.

The derivatives of formula (II) may optionally be salified with stronginorganic acids, for instance HCl, HBr, HI, H₂SO₄ or H₃PO₄, or organicacids, for instance acetic acid, lactic acid, tartaric acid, citricacid, succinic acid, benzenesulfonic acid, para-toluenesulfonic acid,formic acid or methanesulfonic acid.

The derivatives of formula (II) may also be in the form of solvates, forexample a hydrate or a solvate of a linear or branched alcohol such asethanol or isopropanol.

As examples of derivatives of formula (II), mention may be made of thecompounds presented below:

In general, the addition salts of the couplers that may be used in thecontext of the invention are in particular chosen from addition saltswith an acid, such as hydrochlorides, hydrobromides, sulfates, citrates,succinates, tartrates, lactates, tosylates, benzenesulfonates,phosphates and acetates, and the addition salts with a base such assodium hydroxide, potassium hydroxide, ammonia, amines or alkanolamines.

Moreover, the solvates of the couplers more particularly represent thehydrates of said couplers and/or the combination of said couplers with alinear or branched C₁ to C₄ alcohol such as methanol, ethanol,isopropanol or n-propanol.

According to one preferred embodiment, the coupler is chosen fromresorcinol (1,3-hydroxybenzene), 2-methylresorcinol, 4-chlororesorcinol,meta-aminophenol, 2-methyl-5-aminophenol,2-methyl-5-hydroxyethylaminophenol, 5-amino-6-chloro-2-methylphenol,2,4-diaminophenoxyethanol, 6-hydroxybenzomorpholine, 6-hydroxyindole,2-amino-3-hydroxypyridine, addition salts thereof, solvates thereof,solvates of salts thereof, and mixtures thereof. Even morepreferentially, the coupler is chosen from5-amino-6-chloro-2-methylphenol, 6-hydroxybenzomorpholine,2-methyl-5-hydroxyethylaminophenol, 2-amino-3-hydroxypyridine,2-methylresorcinol, 2,4-diaminophenoxyethanol, addition salts thereof,solvates thereof, solvates of salts thereof, and mixtures thereof.The coupler(s) may represent from 0.001% to 10% by weight and preferablyfrom 0.005% to 5% by weight of the total weight of the composition.The composition of the invention may comprise, in addition to thecouplers described above, at least one additional coupler which isdifferent from the couplers described above.In general, the addition salts of the oxidation bases and couplers thatcan be used within the context of the invention are in particular chosenfrom the addition salts with an acid such as the hydrochlorides,hydrobromides, sulfates, citrates, succinates, tartrates, lactates,tosylates, benzenesulfonates, phosphates and acetates.

Additional Dyes

The composition of the invention may also comprise one or morenon-ionic, cationic or anionic direct dyes. These direct dyes may besynthetic or of natural origin. When they are present, the direct dye(s)more particularly represent from 0.0001% to 10% by weight and preferablyfrom 0.005% to 5% by weight relative to the total weight of thecomposition.

C) Fatty Substances

The composition of the invention may comprise at least one or more fattysubstances.

The term “fatty substance” is intended to mean an organic compound thatis insoluble in water at ordinary temperature (25° C.) and atatmospheric pressure (760 mmHg) (solubility of less than 5%, preferablyless than 1% and even more preferentially less than 0.1%). They bear intheir structure at least one hydrocarbon-based chain comprising at least6 carbon atoms or a sequence of at least two siloxane groups. Inaddition, the fatty substances are generally soluble in organic solventsunder the same temperature and pressure conditions, for instancechloroform, dichloromethane, carbon tetrachloride, ethanol, benzene,toluene, tetrahydrofuran (THF), liquid petroleum jelly ordecamethylcyclopentasiloxane.

Preferably, the fatty substances of the invention do not contain anysalified or unsalified carboxylic acid groups (—C(O)OH or —C(O)O⁻). Thefatty substances of the invention are neither polyoxyalkylenated norpolyglycerolated.

Preferably, the fatty substances used in the composition according tothe invention are non-silicone oils.

The term “oil” is intended to mean a “fatty substance” that is liquid atambient temperature (25° C.) and at atmospheric pressure (760 mmHg).

The term “non-silicone oil” is intended to mean an oil not containingany silicon atoms (Si) and the term “silicone oil” is intended to meanan oil containing at least one silicon atom.

More particularly, the fatty substances are chosen from C₆-C₁₆hydrocarbons, hydrocarbons containing more than 16 carbon atoms,non-silicone oils of animal origin, plant oils of triglyceride type,synthetic triglycerides, fluoro oils, fatty alcohols, esters of fattyacids and/or of fatty alcohols other than triglycerides, and plantwaxes, non-silicone waxes and silicones.

It is recalled that, for the purposes of the invention, the fattyalcohols, fatty esters and fatty acids more particularly contain one ormore linear or branched, saturated or unsaturated hydrocarbon-basedgroups comprising 6 to 30 carbon atoms, which are optionallysubstituted, in particular, with one or more (in particular 1 to 4)hydroxyl groups. If they are unsaturated, these compounds may compriseone to three conjugated or unconjugated carbon-carbon double bonds.

As regards the C₆-C₁₆ hydrocarbons, they are linear, branched oroptionally cyclic, and are preferably alkanes. Examples that may bementioned include hexane, dodecane and isoparaffins such asisohexadecane and isodecane.

A hydrocarbon-based oil of animal origin that may be mentioned isperhydrosqualene.

The triglyceride oils of plant or synthetic origin are preferably chosenfrom liquid fatty acid triglycerides containing from 6 to 30 carbonatoms, for instance heptanoic or octanoic acid triglycerides, oralternatively, for example, sunflower oil, corn oil, soybean oil,pumpkin oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil,macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acidtriglycerides, for instance those sold by the company StéarineriesDubois or those sold under the names Miglyol® 810, 812 and 818 by thecompany Dynamit Nobel, jojoba oil and shea butter oil.

The linear or branched hydrocarbons of inorganic or synthetic origincontaining more than 16 carbon atoms are preferably chosen from liquidparaffins, petroleum jelly, liquid petroleum jelly, polydecenes andhydrogenated polyisobutene such as Parleam®.

The fluoro oils may be chosen from perfluoromethylcyclopentane andperfluoro-1,3-dimethylcyclohexane, sold under the names Flutec® PC1 andFlutec® PC3 by the company BNFL Fluorochemicals;perfluoro-1,2-dimethylcyclobutane; perfluoroalkanes such asdodecafluoropentane and tetradecafluorohexane, sold under the names PF5050® and PF 5060® by the company 3M, or alternativelybromoperfluorooctyl sold under the name Foralkyl® by the companyAtochem; nonafluoromethoxybutane and nonafluoroethoxyisobutane;perfluoromorpholine derivatives such as 4-trifluoromethylperfluoromorpholine sold under the name PF 5052® by the company 3M.

The fatty alcohols that may be used in the composition according to theinvention are saturated or unsaturated, and linear or branched, andcomprise from 6 to 30 carbon atoms and more particularly from 8 to 30carbon atoms. Examples that may be mentioned include cetyl alcohol,stearyl alcohol and the mixture thereof (cetylstearyl alcohol),octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol,oleyl alcohol and linoleyl alcohol.

The wax(es) that may be used in the composition according to theinvention are chosen in particular from carnauba wax, candelilla wax,esparto grass wax, paraffin wax, ozokerite, plant waxes, for instanceolive wax, rice wax, hydrogenated jojoba wax or the absolute waxes offlowers such as the essential wax of blackcurrant blossom sold by thecompany Bertin (France), animal waxes, for instance beeswaxes, ormodified beeswaxes (cerabellina); other waxes or waxy starting materialsthat may be used according to the invention are in particular marinewaxes such as the product sold by the company Sophim under the referenceM82, and polyethylene waxes or polyolefin waxes in general.

As regards the fatty acid and/or fatty alcohol esters, which areadvantageously different from the triglycerides mentioned above, mentionmay be made in particular of esters of saturated or unsaturated, linearor branched C₁-C₂₆ aliphatic mono- or polyacids and of saturated orunsaturated, linear or branched C₁-C₂₆ aliphatic mono- or polyalcohols,the total carbon number of the esters more particularly being greaterthan or equal to 10.

Among the monoesters, mention may be made of dihydroabietyl behenate;

-   -   octyldodecyl behenate; isocetyl behenate; cetyl lactate; C₁₂-C₁₅        alkyl lactate; isostearyl lactate; lauryl lactate; linoleyl        lactate; oleyl lactate; (iso)stearyl octanoate; isocetyl        octanoate; octyl octanoate; cetyl octanoate; decyl oleate;        isocetyl isostearate; isocetyl laurate; isocetyl stearate;        isodecyl octanoate; isodecyl oleate; isononyl isononanoate;        isostearyl palmitate; methylacetyl ricinoleate; myristyl        stearate; octyl isononanoate; 2-ethylhexyl isononanoate; octyl        palmitate; octyl pelargonate; octyl stearate; octyldodecyl        erucate; oleyl erucate; ethyl and isopropyl palmitates,        2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates        such as isopropyl, butyl, cetyl, 2-octyldodecyl, myristyl or        stearyl myristate, hexyl stearate, butyl stearate, isobutyl        stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate.

Still within the context of this variant, esters of C₄-C₂₂ dicarboxylicor tricarboxylic acids and of C₁-C₂₂ alcohols and esters of mono-, di-or tricarboxylic acids and of C₂-C₂₆ di-, tri-, tetra- or pentahydroxyalcohols may also be used.

Mention may be made in particular of: diethyl sebacate; diisopropylsebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate;diisostearyl adipate; dioctyl maleate; glyceryl undecylenate;octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate;pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate;pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate;propylene glycol dicaprylate; propylene glycol dicaprate, tridecylerucate; triisopropyl citrate; triisostearyl citrate; glyceryltrilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleylcitrate, propylene glycol dioctanoate; neopentyl glycol diheptanoate;diethylene glycol diisononanoate; and polyethylene glycol distearates.

Among the esters mentioned above, it is preferred to use ethyl,isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate,2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetylor 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutylstearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate, isononylisononanoate or cetyl octanoate.

The composition may also comprise, as fatty ester, sugar esters anddiesters of C₆-C₃₀ and preferably C₁₂-C₂₂ fatty acids. It is recalledthat the term “sugar” is intended to mean oxygen-bearinghydrocarbon-based compounds bearing several alcohol functions, with orwithout aldehyde or ketone functions, and which comprise at least 4carbon atoms. These sugars may be monosaccharides, oligosaccharides orpolysaccharides.

Examples of suitable sugars that may be mentioned include sucrose (orsaccharose), glucose, galactose, ribose, fucose, maltose, fructose,mannose, arabinose, xylose and lactose, and derivatives thereof, inparticular alkyl derivatives, such as methyl derivatives, for instancemethylglucose.

The sugar esters of fatty acids may be chosen in particular from thegroup comprising the esters or mixtures of esters of sugars describedpreviously and of linear or branched, saturated or unsaturated C₆-C₃₀and preferably C₁₂-C₂₂ fatty acids. If they are unsaturated, thesecompounds may comprise one to three conjugated or unconjugatedcarbon-carbon double bonds.

The esters according to this alternative form can also be chosen frommono-, di-, tri- and tetraesters and polyesters, and mixtures thereof.

These esters may be, for example, oleates, laurates, palmitates,myristates, behenates, cocoates, stearates, linoleates, linolenates,caprates or arachidonates, or mixtures thereof such as, in particular,oleate/palmitate, oleate/stearate or palmitate/stearate mixed esters.

More particularly, use is made of mono- and diesters and in particularmono- or dioleate, -stearate, -behenate, -oleate/palmitate, -linoleate,-linolenate or -oleate/stearate of sucrose, glucose or methylglucose. Anexample that may be mentioned is the product sold under the nameGlucate® DO by the company Amerchol, which is a methylglucose dioleate.

Examples of sugar esters or mixtures of sugar esters of fatty acids thatmay also be mentioned include:

-   -   the products sold under the names F160, F140, F110, F90, F70 and        SL40 by the company Crodesta, respectively denoting sucrose        palmitostearates formed from 73% monoester and 27% diester and        triester, from 61% monoester and 39% diester, triester and        tetraester, from 52% monoester and 48% diester, triester and        tetraester, from 45% monoester and 55% diester, triester and        tetraester, from 39% monoester and 61% diester, triester and        tetraester, and sucrose monolaurate;    -   the products sold under the name Ryoto Sugar Esters, for example        referenced B370 and corresponding to sucrose behenate formed        from 20% monoester and 80% di-triester-polyester;    -   the sucrose monopalmitostearate-dipalmitostearate sold by the        company Goldschmidt under the name Tegosoft® PSE.

The silicones that may be used in accordance with the invention may bein the form of oils, waxes, resins or gums.

Preferably, the silicone is chosen from polydialkylsiloxanes, inparticular polydimethylsiloxanes (PDMSs), and organomodifiedpolysiloxanes comprising at least one functional group chosen from aminogroups, aryl groups and alkoxy groups.

Organopolysiloxanes are defined in greater detail in Walter Noll's“Chemistry and Technology of Silicones” (1968), Academic Press. They maybe volatile or non-volatile.

These silicones are more particularly chosen from polydialkylsiloxanes,among which mention may be made mainly of polydimethylsiloxanes bearingtrimethylsilyl end groups. The viscosity of the silicones is measured at25° C. according to Standard ASTM 445 Appendix C.

Among these polydialkylsiloxanes, mention may be made, in a nonlimitingmanner, of the following commercial products:

-   -   the Silbione® oils of the 47 and 70 047 series or the Mirasil®        oils sold by Rhodia, for instance the oil 70 047 V 500 000;    -   the oils of the Mirasil® series sold by the company Rhodia;    -   the oils of the 200 series from the company Dow Corning, such as        DC200 with a viscosity of 60 000 mm²/s;    -   the Viscasil® oils from General Electric and certain oils of the        SF series (SF 96, SF 18) from General Electric.

Mention may also be made of polydimethylsiloxanes having dimethylsilanolend groups known under the name dimethiconol (CTFA), such as the oils ofthe 48 series from the company Rhodia.

In this category of polydialkylsiloxanes, mention may also be made ofthe products sold under the names Abil Wax® 9800 and 9801 by the companyGoldschmidt, which are poly(C₁-C₂₀)dialkylsiloxanes.

The organomodified silicones that may be used in accordance with theinvention are silicones as defined previously and comprising in theirstructure one or more organofunctional groups attached via ahydrocarbon-based group.

The organomodified silicones may be polydiarylsiloxanes, in particularpolydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized withthe organofunctional groups mentioned previously.

The polyalkylarylsiloxanes are particularly chosen from linear and/orbranched polydimethyl/methylphenylsiloxanes andpolydimethyl/diphenylsiloxanes with a viscosity ranging from 1×10⁻⁵ to5×10⁻² m²/s at 25° C.

Among these polyalkylarylsiloxanes, examples that may be mentionedinclude the products sold under the following names:

-   -   the Silbione® oils of the 70 641 series from Rhodia;    -   the oils of the Rhodorsil® 70 633 and 763 series from Rhodia;    -   the oil Dow Corning 556 Cosmetic Grade Fluid from Dow Corning;    -   the silicones of the PK series from Bayer, such as the product        PK20;    -   the silicones of the PN and PH series from Bayer, such as the        products PN1000 and PH1000;    -   certain oils of the SF series from General Electric, such as SF        1023, SF 1154, SF 1250 and SF 1265.

Among the organomodified silicones, mention may also be made ofpolyorganosiloxanes comprising:

-   -   substituted or unsubstituted amino groups, such as the products        sold under the names GP 4 Silicone Fluid and GP 7100 by the        company Genesee or the products sold under the names Q2 8220 and        Dow Corning 929 or 939 by the company Dow Corning. The        substituted amino groups are, in particular, C₁-C₄ aminoalkyl        groups;    -   alkoxy groups such as the product sold under the name Silicone        Copolymer F-755 by SWS Silicones, and Abil Wax® 2428, 2434 and        2440 by the company Goldschmidt.

Preferably, the fatty substances according to the invention arenon-silicone-based.

The fatty substances are advantageously chosen from C₆-C₁₆ hydrocarbons,hydrocarbons containing more than 16 carbon atoms, triglycerides, fattyalcohols, esters of fatty acids and/or of fatty alcohols other thantriglycerides, or mixtures thereof, which are preferably liquid.

Preferably, the fatty substance(s) are chosen from liquid petroleumjelly, polydecenes, liquid fatty alcohols, liquid esters of fatty acidsand/or of fatty alcohols, or mixtures thereof.

Even more preferentially, the fatty substances are chosen from liquidpetroleum jelly and octyldodecanol.

According to a particular embodiment, the composition according to theinvention comprises at least 10% by weight of fatty substances, whichare preferably non-silicone, and preferably liquid, in particularnon-silicone oils, relative to the total weight of the composition ofthe invention. More particularly, the composition according to theinvention comprises at least 20% by weight of fatty substances,preferably at least 25% by weight of fatty substances, which arepreferably non-silicone, in particular non-silicone oils, relative tothe total weight of the composition.

The composition according to the invention more particularly has a fattysubstance content ranging from 15% to 80% by weight, preferably from 25%to 75% by weight, better still from 30% to 70% by weight and even moreadvantageously from 30% to 60% by weight relative to the weight of thecomposition.

According to a particular embodiment, when the composition contains theoxidizing agent and the basifying agent, then the composition accordingto the invention preferably contains more than 25% of fatty substances.According to this variant, the composition preferably contains more than30% of fatty substances.

d) Basifying Agents:

The composition of the invention may also comprise one or more basifyingagents. The basifying agent(s) may be inorganic or organic or hybrid.

The inorganic basifying agent(s) are preferably chosen from ammonia,alkali metal carbonates or bicarbonates such as sodium or potassiumcarbonates and sodium or potassium bicarbonates, sodium hydroxide orpotassium hydroxide, or mixtures thereof.

The organic basifying agent(s) are preferably chosen from organic amineswith a pK_(b) at 25° C. of less than 12, preferably less than 10 andeven more advantageously less than 6. It should be noted that itconcerns the pK_(b) corresponding to the functional group having thehighest basicity. In addition, the organic amines do not comprise anyalkyl or alkenyl fatty chain comprising more than ten carbon atoms.

The organic basifying agent(s) are chosen, for example, fromalkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines,amino acids and the compounds of formula (II) below:

in which formula (II) W is a divalent C₁-C₆ alkylene radical optionallysubstituted with one or more hydroxyl groups or a C₁-C₆ alkyl radical,and/or optionally interrupted with one or more heteroatoms such as O, orNR_(u); R_(x), R_(y), R_(z), R_(t) and R_(u), which may be identical ordifferent, represent a hydrogen atom or a C₁-C₆ alkyl, C₁-C₆hydroxyalkyl or C₁-C₆ aminoalkyl radical.

Examples of amines of formula (II) that may be mentioned include1,3-diaminopropane, 1,3-diamino-2-propanol, spermine and spermidine.

The term “alkanolamine” is intended to mean an organic amine comprisinga primary, secondary or tertiary amine function, and one or more linearor branched C₁-C₈ alkyl groups bearing one or more hydroxyl radicals.

Organic amines chosen from alkanolamines such as monoalkanolamines,dialkanolamines or trialkanolamines comprising one to three identical ordifferent C₁-C₄ hydroxyalkyl radicals are in particular suitable forperforming the invention.

Among the compounds of this type, mention may be made ofmonoethanolamine (MEA), diethanolamine, triethanolamine,monoisopropanolamine, diisopropanolamine, N-dimethylaminoethanolamine,2-amino-2-methyl-1-propanol, triisopropanolamine,2-amino-2-methyl-1,3-propanediol, 3-amino-1,2-propanediol,3-dimethylamino-1,2-propanediol and tris(hydroxymethylamino)methane.

More particularly, the amino acids that can be used are of natural orsynthetic origin, in their L, D or racemic form, and comprise at leastone acid function chosen more particularly from carboxylic acid,sulfonic acid, phosphonic acid or phosphoric acid functions. The aminoacids may be in neutral or ionic form.

As amino acids that may be used in the present invention, mention may bemade in particular of aspartic acid, glutamic acid, alanine, arginine,ornithine, citrulline, asparagine, carnitine, cysteine, glutamine,glycine, histidine, lysine, isoleucine, leucine, methionine,N-phenylalanine, proline, serine, taurine, threonine, tryptophan,tyrosine and valine.

The organic amine may also be chosen from organic amines of heterocyclictype. Besides histidine that has already been mentioned in the aminoacids, mention may in particular be made of pyridine, piperidine,imidazole, triazole, tetrazole and benzimidazole.

Preferably, the basifying agent(s) present in the composition of theinvention are chosen from alkanolamines and amino acids in neutral orionic form, in particular basic amino acids. According to a particularlypreferred mode, the basifying agent(s) are chosen from monoethanolamine(MEA) and basic amino acids in neutral or ionic form.

Advantageously, the composition according to the invention has a contentof basifying agent(s) ranging from 0.01% to 30% by weight and preferablyfrom 0.1% to 20% by weight relative to the weight of the composition.

According to a first embodiment, the composition predominantly containsammonia as basifying agent.

According to another embodiment, the composition contains ammonia and atleast one other basifying agent, preferably chosen from alkanolamines.In this case, the composition comprises ammonia or a salt thereof, in anamount less than the amount of basifying agent(s) other than ammonia(expressed as NH₃). In particular, the composition contains little or noammonia. Preferably, according to this embodiment, the ammonia contentis less than or equal to 0.03% by weight (expressed as NH₃), preferablyless than or equal to 0.01% by weight, relative to the weight of thecomposition of the invention. Preferably, the composition contains noammonia.

e) Chemical Oxidizing Agent

The composition of the invention may comprise one or more chemicaloxidizing agents. The term “chemical oxidizing agent” is intended tomean an oxidizing agent other than atmospheric oxygen. Moreparticularly, the chemical oxidizing agent(s) are chosen from hydrogenperoxide, urea peroxide, alkali metal bromates, peroxygenated salts, forinstance persulfates or perborates, peracids and precursors thereof andalkali metal or alkaline-earth metal percarbonates.

Advantageously, this oxidizing agent is hydrogen peroxide.

The concentration of chemical oxidizing agents may range moreparticularly from 0.1% to 50% by weight, even more preferentially from0.5% to 20% by weight and better still from 1% to 15% by weight relativeto the weight of the composition.

Preferably, the composition of the invention does not contain anyperoxygenated salts.

Solvent

The composition according to the invention may also comprise one or moreorganic solvents.

Examples of organic solvents that may be mentioned include linear orbranched C₂-C₄ alkanols, such as ethanol and isopropanol; glycerol;polyols and polyol ethers, for instance 2-butoxyethanol, propyleneglycol, dipropylene glycol, propylene glycol monomethyl ether,diethylene glycol monomethyl ether and monoethyl ether, and alsoaromatic alcohols or ethers, for instance benzyl alcohol orphenoxyethanol, and mixtures thereof.

The solvent(s), if they are present, represent a content usually rangingfrom 1% to 40% by weight and preferably from 5% to 30% by weightrelative to the weight of the composition.

Other Ingredients

The composition according to the invention may also contain variousingredients conventionally used in hair dye compositions, such asanionic, cationic, non-ionic, amphoteric or zwitterionic polymers ormixtures thereof; inorganic thickeners, and in particular fillers suchas clays or talc; organic thickeners with, in particular, anionic,cationic, non-ionic and amphoteric polymeric associative thickeners;antioxidants; penetrants; sequestrants; fragrances; dispersants;film-forming agents; ceramides; preserving agents; opacifiers; anionic,cationic, amphoteric and/or non-ionic surfactants.

The above ingredients are generally present in an amount, for each ofthem, of between 0.01% and 20% by weight, relative to the weight of thecomposition.

The composition of the invention may be in various forms, for instance asolution, an emulsion (milk or cream) or a gel, preferably in the formof an emulsion.

Processes of the Invention

The composition according to the invention is applied to wet or drykeratin fibres. It is left in place on the fibres for a time generallyof from 1 minute to 1 hour and preferably from 5 minutes to 30 minutes.According to a preferred embodiment, the composition applied contains atleast one basifying agent and at least one oxidizing agent.

The temperature during the dyeing process is conventionally betweenambient temperature (between 15° C. and 25° C.) and 80° C. andpreferably between ambient temperature and 60° C.

After the treatment, the human keratin fibres are optionally rinsed withwater, optionally washed with a shampoo and then rinsed with water,before being dried or left to dry.

According to one embodiment, the composition according to the inventionis prepared by mixing at least two compositions, a first composition (A)which comprises the oxidation base 3-(2,5-diaminophenyl)-1-propanoland/or acid salts thereof or solvates thereof such as the hydrates, andthe coupler(s) as defined above, and a second composition (B) whichcomprises at least one chemical oxidizing agent.

According to one embodiment, the composition according to the inventionis prepared by mixing at least two compositions, a first composition (A)which comprises the oxidation base 3-(2,5-diaminophenyl)-1-propanoland/or acid salts thereof or solvates thereof such as the hydrates, andthe coupler(s) as defined above, and a second composition (B) whichcomprises at least one chemical oxidizing agent,

it being understood that:

-   -   at least one of the compositions (A) or (B) comprises at least        one fatty substance, as defined previously, such that the fatty        substance content of the composition resulting from the mixing        of compositions (A)+(B) is at least 10%, preferably greater than        25%, preferably greater than 30% by weight, relative to the        weight of the composition derived from the mixing of (A)+(B).

According to one embodiment, at least one of the compositions (A) and(B) is aqueous, and preferentially both compositions (A) and (B) areaqueous.

The term “aqueous composition” is intended to mean a compositioncomprising at least 5% water. Preferably, an aqueous compositioncomprises more than 10% by weight of water and even more advantageouslymore than 20% by weight of water.

In one variant of the invention, at least part of the fatty substance(s)is present in an additional composition which is mixed with compositions(A) and/or (B) under the conditions defined above. Preferably, thisadditional composition is anhydrous.

More particularly, for the purposes of the invention, the term“anhydrous cosmetic composition” is intended to mean a cosmeticcomposition with a water content of less than 5% by weight, preferablyless than 2% by weight and even more preferably less than 1% by weightrelative to the weight of said composition. It should be noted that thewater present in the composition is more particularly “bound water”,such as water of crystallization in salts, or traces of water absorbedby the starting materials used in the preparation of the compositionsaccording to the invention.

A subject of the invention is also a multi-compartment device comprisinga first compartment containing a composition (A) which comprises atleast one oxidation base 3-(2,5-diaminophenyl)-1-propanol and/or an acidsalt or solvate thereof, and at least one coupler as defined above, anda second compartment containing a composition (B) which comprises atleast one chemical oxidizing agent.

A subject of the invention is also a multi-compartment device comprisinga first compartment containing a composition (A) which comprises atleast one oxidation base 3-(2,5-diaminophenyl)-1-propanol and/or an acidsalt or solvate thereof, and at least one coupler as defined above, anda second compartment containing a composition (B) which comprises atleast one chemical oxidizing agent,

it being understood that:

at least one of the compositions (A) and (B) comprises at least onefatty substance such that the fatty substance content of the compositionresulting from the mixing of compositions (A) and (B) is at least 10%,preferably greater than 25%, preferably greater than 30% by weight,relative to the weight of the composition derived from the mixing of (A)and (B).

The examples that follow serve to illustrate the invention without,however, being limiting in nature.

EXAMPLE 1

The following compositions are prepared in which the amounts areexpressed in grams of active materials.

Dye Compositions A and B (g %)

Chemical name A B SODIUM METABISULFITE 0.22 0.22 MONOETHANOLAMINE 4.434.93 ETHYLENEDIAMINETETRAACETIC ACID 0.2 0.2 6-HYDROXYBENZOMORPHOLINE0.4 1-B-HYDROXYETHYLOXY-2,4- 1 DIAMINOBENZENE DIHYDROCHLORIDE2-METHYL-1,3-DIHYDROXYBENZENE 0.18 (2-METHYLRESORCINOL)1-METHYL-2-HYDROXY-4-AMINOBENZENE 0.02 6-HYDROXYINDOLE 0.0342-AMINO-3-HYDROXYPYRIDINE 0.014 1,3-DIHYDROXYBENZENE (RESORCINOL) 0.80.64 1-HYDROXY-3-AMINOBENZENE 0.19 4,5-DIAMINO-1H-PYRAZOLE-1-ETHANOL0.0345 SULFATE 1-HYDROXY-4-AMINOBENZENE 0.383-(2,5-DIAMINOPHENYL)PROPAN-1-OL 1.72 3 HYDROCHLORIDE MINERAL OIL(PETROLEUM JELLY)° 60 60 CETYL PALMITATE 2 2 CROSSLINKED ACRYLIC ACID0.1 0.1 HOMOPOLYMER (CARBOPOL 980 from Lubrizol) DEIONIZED WATER Qs 100Qs 100 MIXTURE OF LINEAR C18-24 FATTY 4.6 4.6 ALCOHOLS OXYETHYLENATEDOLEYL ALCOHOL 1 1 (10 OE) OXYETHYLENATED OLEYL ALCOHOL 4 4 (20 OE)OXYETHYLENATED DECYL ALCOHOL 1.1 1.1 (5 OE) MYRISTYL GLYCOL ETHER OF0.01 0.01 OXYETHYLENATED (60 OE) CETYLSTEARYL (C16-18) ALCOHOL GLYCEROL5 5 VITAMIN C: ASCORBIC ACID 0.12 0.12

Dye Composition C (g %)

Chemical name C POWDERED SODIUM METABISULFITE 0.45 PURE MONOETHANOLAMINE5.1 ETHYLENEDIAMINETETRAACETIC ACID 0.2 1-METHYL-2-HYDROXY-4-B- 0.22HYDROXYETHYLAMINOBENZENE 2-METHYL-1,3-DIHYDROXYBENZENE (2- 0.3METHYLRESORCINOL) PURIFIED 5-AMINO-6-CHLORO-O-CRESOL 0.22,3-DIAMINO-6,7-DIHYDRO-1H,5H- 1.2 PYRAZOLO[1,2-A]PYRAZOL-1-ONEDIMETHANESULFONATE 2-[(3-AMINOPYRAZOLO[1,5-A]PYRIDIN- 0.12-YL)OXY]ETHANOL HYDROCHLORIDE 3-(2,5-DIAMINOPHENYL)PROPAN-1-OL 0.2HYDROCHLORIDE MINERAL OIL (PETROLEUM JELLY)° 60 FRAGRANCE 0.72POLYQUATERNIUM-67 (SOFTCAT POLYMER 0.19 SL-100 FROM AMERCHOL) DEIONIZEDWATER Qs 100 OXYETHYLENATED STEARYL ALCOHOL (2 OE) 1.13 OXYETHYLENATEDSTEARYL ALCOHOL (20 OE) 3.88 (50/50 C₈/C₁₀) ALKYL (2)-POLYGLUCOSIDE AS A2.4 60% AQUEOUS SOLUTION (ORAMIX CG 110 from SEPPIC) OXYETHYLENATEDSORBITAN MONOLAURATE 2.4 (4 OE) VITAMIN C: ASCORBIC ACID 0.25

Oxidizing Composition D (g %)

D PENTASODIUM PENTETATE 0.06 HYDROGEN PEROXIDE 6 SODIUM STANNATE 0.04PHOSPHORIC ACID Qs pH = 2.2 TETRASODIUM PYROPHOSPHATE 0.03 MINERAL OIL(PETROLEUM JELLY) 20 HEXADIMETHRINE CHLORIDE 0.15 (MEXOMERE PO fromCHIMEX) POLYQUATERNIUM-6 (MERQUAT-100 0.2 from NALCO) WATER Qs 100GLYCEROL 0.5 CETEARYL ALCOHOL 6 STEARETH-20 5 PEG-4 RAPESEEDAMIDE 1.2TOCOPHEROL 0.1Each of compositions A, B and C are mixed with oxidizing composition Din a 1:1 weight ratio.The mixtures thus obtained are applied to natural hair containing 90%grey hairs.After a leave-on time of 30 minutes at ambient temperature, the hair isrinsed and washed with a standard shampoo.After drying, an attractive Golden light Chestnut shade is obtained onhair with the mixture A+D, a Dark Fundamental shade is obtained on hairwith the mixture B+D and a Coppery Red Dark Blonde natural shade isobtained on hair with the mixture C+D.

EXAMPLE 2

The following compositions have been prepared in which the amounts areexpressed in grams of active materials.

B′ B″ invention comparative Sodium metabisulfite 0.45 0.45Monoethanolamine 4 4 Ethylenediaminetetraacetic acid 0.2 0.2 6-HYDROXYBENZOMORPHOLINE 0.04 0.04 1-BETA-HYDROXYETHYLOXY-2,4- 0.16 0.16DIAMINOBENZENE 2 Hcl 2-METHYL-1,3-DIHYDROXYBENZENE 0.17 0.17 (2-METHYLRESORCINOL) Para aminophenol 0.13 0.13 1,3-DIHYDROXYBENZENE (RESORCINOL)0.21 0.21 1-HYDROXY-3-AMINO-BENZENE 0.16 0.163-(2,5-DIAMINOPHENYL)PROPAN-1-OL HCl 4.18 × 10⁻³ mol — 2-2 hydroxyethylpara phenylenediamine — 4.18 × 100⁻³ mol MINERAL OIL 60 60 PERFUME 0.720.72 Cationic Hydroxyethylcellulose (Polyquaternium-67) 0.19 am* 0.19 amSOFTCAT SL-100 WATER qs qs Oxyethylenated stearyl alcohol (2 OE) 1.131.13 Oxyethylenated stearyl alcohol (20 OE) 3.88 3.88 (50/50 C₈/C₁₀)Alkyl (2)-polyglucoside as a 60% 2.4 am 2.4 am aqueous solution (OramixCG 110 from SEPPIC) Oxyethylenated sorbitan monolaurate (4 OE) 2.4 2.4Vitamin C 0.25 0.25 *Active materialAt the time of use, each composition B′ and B″ is mixed with theoxidizing composition C of example 1 at a weight ratio of 1/1.The resulting mixture are each applied on natural hair locks (BN), whichrepresents the hair root, and permed hair locks (BP), which representsthe hair tips, in an amount of 10 g of composition per 1 g of hair, andleft for 35 minutes at room temperature (25° C.).Then the hair was rinsed with water, washed with the “Pro Classicsconcentrated” shampoo (L'Oréal Professionnel), diluted at 10%, anddried.

Selectivity Evaluation

The color of the hair was determined using the CIE L*a*b* system with aMinolta CM2006D spectrophotometer (illuminant D65, angle 10°, specularcomponent included) in the CIELab system.According to this system, L* indicates the lightness of the color of thehair.The chromaticity coordinates are expressed by the parameters a* and b*,a* indicating the axis of red/green shades and b* the axis ofyellow/blue shades.The selectivity of the dyeing is measured by calculating the variationof ΔE according to the formula:

ΔE=√{square root over ((L*−L _(o)*)²+(a*−a _(o)*)²+(b*−b _(o)*)²)}

In which L, a* and b* represent the values measured on mediumsensibilized hair and L0*, a0* and b0* represent the values measured onhighly sensibilized hair.The selectivity is represented by the difference of color between thecolored natural hair and sensibilized hair: the more is the ΔE value,the more the difference of color between natural and sensibized hair isimportant, which is representative of the homogeneity of the colorationbetween the raw and the tips along the lock of hair.The following results are obtained:

Hair type L* a* b* ΔE B′ + C BN 22.14 1.16 0.36 3.85 (invention) BP18.39 0.54 −0.24 B″ + C BN 26.24 2.18 2.04 5.94 (comparative) BP 20.641.28 0.28The mixtures B′+C according to the invention provide less selectivecolorations (lower ΔE value) than the mixture of compositions B″+C(comparative): the difference between the raw and the tips is lower withB′+C than with B″+C: the coloration along the lock of hair is morehomogenous with B′+C.

1. Composition comprising: comprising: a) at least one oxidation base3-(2,5-diaminophenyl)-1-propanol and/or acid salts thereof or solvatesthereof such as hydrates; b) at least one coupler chosen from I)resorcinol (1,3-hydroxybenzene) and derivatives thereof, such as2-methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvatesthereof or solvates of salts thereof, II) meta-aminophenol(1-hydroxy-3-aminobenzene) and derivatives thereof, such as2-methyl-5-aminophenol, 2-methyl-5-hydroxyethylaminophenol,5-amino-6-chloro-2-methylphenol, addition salts thereof, solvatesthereof or solvates of salts thereof, III) meta-phenylenediamine and2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof orsolvates of salts thereof, IV) heterocyclic couplers, in particularchosen from: 6-hydroxybenzomorpholine, hydroxyindoles such as6-hydroxyindole, 4-hydroxyindole or 4-hydroxy-N-methylindole, the4-aminoindole derivatives of formula (I), addition salts thereof,solvates thereof or solvates of salts thereof:

in which, R″″₁ represents a hydrogen atom; a linear or branched,saturated C₁-C₆ alkyl radical, optionally interrupted with an oxygenatom or a radical NR″″₇, optionally substituted with a radical chosenfrom OH and NR″″₇R″″₈; R″″₂ and R″″₃, which may be identical ordifferent, represent a hydrogen atom; a C₁ to C₆, preferably C₁ to C₄,alkyl radical, optionally substituted with one or more hydroxylradicals; a C₁ to C₆ alkyl carboxylate radical; a carboxyl radical; or aCONR″″₇R″″₈ radical; R″″₄ and R″″₅, which may be identical or different,represent a hydrogen atom or a C₁ to C₆ alkyl radical; R″″₆ represents ahalogen, a linear or branched C₁ to C₁₀ alkyl radical, optionallyinterrupted with a heteroatom chosen from O or NR″″₉ and/or optionallysubstituted with one or more radicals, which may be identical ordifferent, chosen from OH and NR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀alkyl carboxylate radical; a CONR″″₇R″″₆ represents a halogen, a linearor branched C₁ to C₁₀ alkyl radical, optionally interrupted with aheteroatom chosen from O or NR″″₉ and/or optionally substituted with oneor more radicals, which may be identical or different, chosen from OHand NR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl carboxylateradical; a CONR″″₇R″″₉ and/or optionally substituted with one or moreradicals, which may be identical or different, chosen from OH andNR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical; aCONR″″₇R″″₈ radical; a C₁ to C₁₀ alkoxy or C₁ to C₁₀(poly)hydroxyalkyloxy radical; a (poly)(C₁-C₁₀)alkoxy (C₁-C₁₀)alkyloxyradical; or an O-Ak-NR″″₉R″″₁₀ radical with Ak representing a linear C₁to C₈ or branched C₃ to C₈ alkylene divalent radical, optionallyinterrupted with one or more oxygen atoms and/or NR″″₇ groups; R″″₇ andR″″₈, which may be identical or different, represent a hydrogen atom; ora C₁ to C₈ alkyl radical optionally substituted with one or morehydroxyl radicals; R″″₉ and R″″₁₀, which may be identical or different,represent a linear or branched, saturated or unsaturated C₁ to C₄ alkyl;R″″₉ and R″″₁₀ may form, with the nitrogen that bears them, a saturatedor unsaturated 5- to 8-membered heterocycle, one of the ring memberspossibly being an oxygen atom or an NR″″₁₁ radical with R″″₁₁representing a hydrogen atom or a C₁ to C₄ alkyl, optionally substitutedwith one or more radicals chosen from OH and NR″″₇R″″₈;2-amino-3-hydroxypyridine, derivatives of the cationic aminopyridinetype of formula (II), addition salts thereof, solvates thereof orsolvates of salts thereof:

in which, the group Z′″₁R′″₁ bears the cationic charge; Z′″₁ is anoxygen atom or a group NR″″₂; R′″₂ is a hydrogen atom or a linear orbranched C₁ to C₄ alkyl radical, a benzyl radical or an acetyl radical;R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl radical,substituted or interrupted with a cationic radical, optionallyinterrupted with one or more oxygen atoms and/or with one or more groupsNR′″₂, optionally substituted with one or more radicals chosen fromhydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or R′″₁ is asaturated, linear or branched C₁ to C₁₀ alkyl radical, substituted orinterrupted with a cationic radical, optionally interrupted with one ormore oxygen atoms and/or with one or more groups NR′″₂, optionallysubstituted with one or more radicals chosen from hydroxyl, alkoxy andC₁ to C₄ hydroxyalkyl radicals or R′″₁ is a saturated, unsaturated oraromatic 5- to 8-membered heterocycle optionally substituted with one ormore radicals chosen from C₁ to C₄ alkyl, hydroxyl, C₁ to C₄ alkoxy,amino, (C₁-C₄)alkylamino, di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄hydroxyalkyl radicals; when Z′″₁ represents NR′″₂, then  R′″₁ and R′″₂may form, together with the nitrogen atom to which they are attached, acationic, saturated or unsaturated 5- to 8-membered heterocycle,optionally substituted with one or more radicals chosen from C₁ to C₁₀alkyl radicals, hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio, carboxyl,(C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄ hydroxyalkylradicals, this heterocycle possibly containing one or more heteroatomschosen from N and O, preferably N, or  R′″₁ and R′″₂ may form, togetherwith the nitrogen atom to which they are attached, a non-cationic,saturated or unsaturated 5- to 8-membered heterocycle, substituted witha cationic radical and optionally substituted with one or more radicalschosen from C₁ to C₁₀ alkyl radicals, hydroxyl, C₁ to C₄ alkoxy, amino,(C₁-C₄)alkylamino, di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄hydroxyalkyl radicals; R′″₃ is chosen from a hydrogen atom, halogenschosen from fluorine, chlorine and bromine, linear or branched C₁ to C₄alkyl radicals, carboxyl (—COOH) and (C₁-C₄)alkoxycarbonyl radicals; An⁻represents an anion or a mixture of anions; addition salts thereof,solvates thereof, solvates of salts thereof, and mixtures thereof, c)optionally at least one fatty substance, d) optionally at least onebasifying agent; and e) optionally at least one chemical oxidizingagent.
 2. Composition according to the preceding claim, in which thecoupler is chosen from resorcinol (1,3-hydroxybenzene),2-methylresorcinol, 4-chlororesorcinol, meta-aminophenol,2-methyl-5-aminophenol, 2-methyl-5-hydroxyethylaminophenol,5-amino-6-chloro-2-methylphenol, 2,4-diaminophenoxyethanol,6-hydroxybenzomorpholine, 6-hydroxyindole, 2-amino-3-hydroxypyridine,addition salts thereof, solvates thereof, solvates of salts thereof, andmixtures thereof.
 3. Composition according to either one of thepreceding claims, in which the coupler is chosen from5-amino-6-chloro-2-methylphenol, 6-hydroxybenzomorpholine,2-methyl-5-hydroxyethylaminophenol, 2-amino-3-hydroxypyridine,2-methylresorcinol, 2,4-diaminophenoxyethanol, addition salts thereof,solvates thereof, solvates of salts thereof, and mixtures thereof. 4.Composition according to any one of the preceding claims, in which thecoupler(s) represent from 0.001% to 10% by weight and preferably from0.005% to 5% by weight of the total weight of the composition. 5.Composition according to any one of the preceding claims, in which theoxidation base(s) 3-(2,5-diaminophenyl)-1-propanol and acid saltsthereof or solvates thereof are in an amount ranging from 0.0001% to 20%by weight relative to the total weight of the composition, preferablyfrom 0.005% to 10% by weight and in particular from 0.01% to 10% byweight relative to the total weight of the composition.
 6. Compositionaccording to one of the preceding claims, characterized in that itcomprises at least one fatty substance chosen from C₆-C₁₆ hydrocarbons,hydrocarbons containing more than 16 carbon atoms, non-silicone oils ofanimal origin, plant oils of triglyceride type, synthetic triglycerides,fluoro oils, fatty alcohols, esters of fatty acids and/or of fattyalcohols other than triglycerides and plant waxes, non-silicone waxesand silicones.
 7. Composition according to any one of the precedingclaims, characterized in that the fatty substance(s) are liquid atambient temperature and at atmospheric pressure, and are preferablynon-silicone-based.
 8. Composition according to any one of the precedingclaims, characterized in that the fatty substances are chosen fromC₆-C₁₆ hydrocarbons, hydrocarbons containing more than 16 carbon atoms,triglycerides, fatty alcohols, esters of fatty acids and/or of fattyalcohols other than triglycerides, or mixtures thereof, and preferablyfrom liquid petroleum jelly, polydecenes, liquid fatty alcohols, liquidesters of fatty acids and/or of fatty alcohols, or mixtures thereof. 9.Composition according to any one of the preceding claims, characterizedin that the fatty substances are present in an amount of greater than orequal to 10% by weight, preferably greater than or equal to 20% byweight and better still greater than or equal to 25% by weight, relativeto the total weight of the composition.
 10. Composition according to anyone of the preceding claims, characterized in that the concentration offatty substances ranges from 15% to 80% by weight, preferably from 25%to 75% by weight, in particular from 30% to 70% by weight andadvantageously from 30% to 60% by weight relative to the total weight ofthe composition.
 11. Composition according to any one of the precedingclaims, which comprises at least one basifying agent chosen fromammonia, alkali metal carbonates or bicarbonates, sodium hydroxide orpotassium hydroxide, organic amines chosen from alkanolamines,oxyethylenated and/or oxypropylenated ethylenediamines, amino acids andthe compounds of formula (II), or mixtures thereof:

in which formula (II) W is a divalent C₁-C₆ alkylene radical optionallysubstituted with one or more hydroxyl groups or a C₁-C₆ alkyl radical,and/or optionally interrupted with one or more heteroatoms such as O, orNR_(u); R_(x), R_(y), R_(z), R_(t) and R_(u), which may be identical ordifferent, represent a hydrogen atom or a C₁-C₆ alkyl, C₁-C₆hydroxyalkyl or C₁-C₆ aminoalkyl radical.
 12. Composition according toany one of the preceding claims, in which the basifying agent is chosenfrom ammonia or alkanolamines, preferably monoethanolamine, and neutralor ionic amino acids.
 13. Composition according to any one of thepreceding claims, which comprises a chemical oxidizing agent, preferablyhydrogen peroxide.
 14. Process for dyeing keratin fibres, in particularthe hair, comprising the application to the keratin fibres of thecomposition as defined according to any one of the preceding claims. 15.Process according to the preceding claim, in which the composition asdescribed according to any one of claims 1 to 13 is obtained by mixingat least two compositions, a first composition (A) which comprises theoxidation base 3-(2,5-diaminophenyl)-1-propanol and/or an acid saltthereof or a solvate thereof, and the coupler(s) and a secondcomposition (B) which comprises at least one chemical oxidizing agent.16. Multi-compartment device comprising: a first compartment containinga composition (A) which comprises at least one oxidation base3-(2,5-diaminophenyl)-1-propanol and/or an acid salt thereof or asolvate thereof, and at least one coupler chosen from I) resorcinol(1,3-hydroxybenzene) and derivatives thereof, such as in particular2-methylresorcinol, 4-chlororesorcinol, addition salts thereof, solvatesthereof or solvates of salts thereof, II) meta-aminophenol(1-hydroxy-3-aminobenzene) and derivatives thereof, such as2-methyl-5-aminophenol, 2-methyl-5-hydroxyethylaminophenol,2-methyl-5-hydroxyethylaminophenol, addition salts thereof, solvatesthereof or solvates of salts thereof, III) meta-phenylenediamine and2,4-diaminophenoxyethanol, addition salts thereof, solvates thereof orsolvates of salts thereof, IV) heterocyclic couplers, in particularchosen from: 6-hydroxybenzomorpholine, hydroxyindoles such as6-hydroxyindole, 4-hydroxyindole or 4-hydroxy-N-methylindole, the4-aminoindole derivatives of formula (I), addition salts thereof,solvates thereof or solvates of salts thereof:

in which, R″″₁ represents a hydrogen atom; a linear or branched,saturated C₁-C₆ alkyl radical, optionally interrupted with an oxygenatom or a radical NR″″₇, optionally substituted with a radical chosenfrom OH and NR″″₇R″″₈; R″″₂ and R″″₃, which may be identical ordifferent, represent a hydrogen atom; a C₁ to C₆, preferably C₁ to C₄,alkyl radical, optionally substituted with one or more hydroxylradicals; a C₁ to C₆ alkyl carboxylate radical; a carboxyl radical; or aCONR″″₇R″″₈ radical; R″″₄ and R″″₅, which may be identical or different,represent a hydrogen atom or a C₁ to C₆ alkyl radical; R″″₆ represents ahalogen, a linear or branched C₁ to C₁₀ alkyl radical, optionallyinterrupted with a heteroatom chosen from O or NR″″₉ and/or optionallysubstituted with one or more radicals, which may be identical ordifferent, chosen from OH and NR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀alkyl carboxylate radical; a CONR″″₇R″″₆ represents a halogen, a linearor branched C₁ to C₁₀ alkyl radical, optionally interrupted with aheteroatom chosen from O or NR″″₉ and/or optionally substituted with oneor more radicals, which may be identical or different, chosen from OHand NR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl carboxylateradical; a CONR″″₇R″″₉ and/or optionally substituted with one or moreradicals, which may be identical or different, chosen from OH andNR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl carboxylate radical; aCONR″″₇R″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkyl carboxylateradical; a CONR″″₇R″″₈; a carboxyl radical; a C₁ to C₁₀ alkylcarboxylate radical; a CONR″″₇R″″₈ radical; a C₁ to C₁₀ alkoxy or C₁ toC₁₀ (poly)hydroxyalkyloxy radical; a (poly)(C₁-C₁₀)alkoxy(C₁-C₁₀)alkyloxy radical; or an O-Ak-NR″″₉R″″₁₀ radical with Akrepresenting a linear C₁ to C₈ or branched C₃ to C₈ alkylene divalentradical, optionally interrupted with one or more oxygen atoms and/orNR″″₇ groups; R″″₇ and R″″₈, which may be identical or different,represent a hydrogen atom; or a C₁ to C₈ alkyl radical optionallysubstituted with one or more hydroxyl radicals; R″″₉ and R″₁₀, which maybe identical or different, represent a linear or branched, saturated orunsaturated C₁ to C₄ alkyl; R″″₉ and R″″₁₀ may form, with the nitrogenthat bears them, a saturated or unsaturated 5- to 8-memberedheterocycle, one of the ring members possibly being an oxygen atom or anNR″″₁₁ radical with R″″₁₁ representing a hydrogen atom or a C₁ to C₄alkyl, optionally substituted with one or more radicals chosen from OHand NR″″₇R″″₈; 2-amino-3-hydroxypyridine, derivatives of the cationicaminopyridine type of formula (II), addition salts thereof, solvatesthereof or solvates of salts thereof:

in which, the group Z′″₁R′″₁ bears the cationic charge; Z′″₁ is anoxygen atom or a group NR′″₂; R′″₂ is a hydrogen atom or a linear orbranched C₁ to C₄ alkyl radical, a benzyl radical or an acetyl radical;R′″₁ is a saturated, linear or branched C₁ to C₁₀ alkyl radical,substituted or interrupted with a cationic radical, optionallyinterrupted with one or more oxygen atoms and/or with one or more groupsNR′″₂, optionally substituted with one or more radicals chosen fromhydroxyl, alkoxy and C₁ to C₄ hydroxyalkyl radicals or R′″₁ is asaturated, linear or branched C₁ to C₁₀ alkyl radical, substituted orinterrupted with a cationic radical, optionally interrupted with one ormore oxygen atoms and/or with one or more groups NR′″₂, optionallysubstituted with one or more radicals chosen from hydroxyl, alkoxy andC₁ to C₄ hydroxyalkyl radicals or R′″₂, optionally substituted with oneor more radicals chosen from hydroxyl, alkoxy and C₁ to C₄ hydroxyalkylradicals or R′″₁ is a saturated, unsaturated or aromatic 5- to8-membered heterocycle optionally substituted with one or more radicalschosen from C₁ to C₄ alkyl, hydroxyl, C₁ to C₄ alkoxy, amino,(C₁-C₄)alkylamino, di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄hydroxyalkyl radicals; when Z′″₁ represents NR′″₂, then  R′″₁ and R′″₂may form, together with the nitrogen atom to which they are attached, acationic, saturated or unsaturated 5- to 8-membered heterocycle,optionally substituted with one or more radicals chosen from C₁ to C₁₀alkyl radicals, hydroxyl, C₁ to C₄ alkoxy, amino, (C₁-C₄)alkylamino,di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio, carboxyl,(C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄ hydroxyalkylradicals, this heterocycle possibly containing one or more heteroatomschosen from N and O, preferably N, or  R′″₁ and R′″₂ may form, togetherwith the nitrogen atom to which they are attached, a non-cationic,saturated or unsaturated 5- to 8-membered heterocycle, substituted witha cationic radical and optionally substituted with one or more radicalschosen from C₁ to C₁₀ alkyl radicals, hydroxyl, C₁ to C₄ alkoxy, amino,(C₁-C₄)alkylamino, di(C₁-C₄)alkylamino, thio, (C₁-C₄)alkylthio,carboxyl, (C₁-C₄)alkylcarbonyl, sulfonyl, amido and C₁ to C₄hydroxyalkyl radicals; R′″₃ is chosen from a hydrogen atom, halogenschosen from fluorine, chlorine and bromine, linear or branched C₁ to C₄alkyl radicals, carboxyl (—COOH) and (C₁-C₄)alkoxycarbonyl radicals; An⁻represents an anion or a mixture of anions; addition salts thereof,solvates thereof, solvates of salts thereof, and mixtures thereof, and asecond compartment containing a composition (B) which comprises at leastone chemical oxidizing agent.